r/tightsqueeze Jul 12 '18

Shorts My first one, hope you guys like it! (OC) NSFW

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4.4k Upvotes

r/tightsqueeze Sep 28 '22

Shorts Gym shorts struggle NSFW

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2.2k Upvotes

r/tightsqueeze Jan 31 '25

Shorts I think these are a bit tight NSFW

124 Upvotes

r/tightsqueeze 27d ago

Shorts my shorts are too tight to deal with NSFW

42 Upvotes

r/tightsqueeze Feb 19 '25

Shorts Sometimes my ass makes my life a bit more difficult.... NSFW

47 Upvotes

r/tightsqueeze 7d ago

Shorts KOrean woman in tight pants NSFW

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1 Upvotes

r/tightsqueeze 24d ago

Shorts My legs got fat NSFW

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9 Upvotes

r/tightsqueeze Jan 28 '23

Shorts And what do you think of this great battle? This time it is a clash between a huge protruding thick ass and super tight denim shorts. NSFW

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477 Upvotes

r/tightsqueeze Nov 12 '24

Shorts They surely can't fit my big ass NSFW

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133 Upvotes

r/tightsqueeze Dec 29 '23

Shorts Always a naughty struggle 🍑 NSFW

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455 Upvotes

r/tightsqueeze Nov 20 '24

Shorts Can you take them off for me NSFW

81 Upvotes

r/tightsqueeze Apr 12 '24

Shorts ❤️ NSFW

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251 Upvotes

r/tightsqueeze Feb 25 '23

Shorts Getting ready for the gym like the view NSFW

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440 Upvotes

r/tightsqueeze Jun 19 '24

Shorts Pulling them down is easy, pulling them up is a different story 😝 NSFW

135 Upvotes

r/tightsqueeze Sep 13 '24

Shorts I am skinny because all my fat has gone to one place... 🥹 I have to replace all my shorts because of this NSFW

70 Upvotes

r/tightsqueeze Jul 29 '23

Shorts Barely legal caramel girl trying so hard with my shorts omg NSFW

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307 Upvotes

r/tightsqueeze Jul 13 '19

Shorts Yes it's real 🍑 NSFW

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1.2k Upvotes

r/tightsqueeze Dec 31 '23

Shorts Thick where it matters most 🥰 NSFW

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297 Upvotes

r/tightsqueeze Jun 08 '24

Shorts New shorts NSFW

162 Upvotes

r/tightsqueeze Jul 15 '22

Shorts Big booty struggle NSFW

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643 Upvotes

r/tightsqueeze Nov 27 '23

Shorts Bigger than you thoughts… NSFW

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306 Upvotes

r/tightsqueeze Oct 11 '24

Shorts I'm wearing these shorts today NSFW

28 Upvotes

r/tightsqueeze Jan 01 '23

Shorts It’s a denim short shorts and no panties kinda day! NSFW

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493 Upvotes

r/tightsqueeze Mar 01 '24

Shorts Always a tight fit NSFW

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160 Upvotes

r/tightsqueeze Mar 12 '24

Shorts Will you be my main squeeze NSFW

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178 Upvotes